Department of Chemistry , Zhejiang University , 866 Yuhangtang Road , Hangzhou 310058 , China.
Org Lett. 2018 Sep 21;20(18):5709-5713. doi: 10.1021/acs.orglett.8b02426. Epub 2018 Aug 30.
A nickel/copper cocatalyzed sequential Nazarov cyclization/decarboxylative aldol reaction is reported. Various β-hydroxycyclopentenones containing three contiguous stereocenters were prepared in good yields with high diastereoselectivities. A gram-scale reaction and further derivatizations were easily achieved to highlight the synthetic utility of this transformation. Preliminary attempts for sequential asymmetric transformation were also conducted.
报道了镍/铜协同催化的串联 Nazarov 环化/脱羧醛缩合反应。各种含有三个连续立体中心的β-羟基环戊烯酮以高产率和高非对映选择性得到制备。通过克级反应和进一步的衍生化,很容易实现了这种转化的合成实用性。还进行了串联不对称转化的初步尝试。